A river winding through a forest with autumn foliage.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Ashland vacation rentals

Private kitchen

1. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
$280 nightly
The price is $296
Aug 23 - Aug 24
Total with taxes and fees
Charming 3-bedroom house in delightful Ashland for your getaway
Smart TV, fireplace, books, stereo

2. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$195 nightly
The price is $218
Aug 24 - Aug 25
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Coffee/tea maker, fridge, microwave, oven

3. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (28 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
$286 nightly
The price is $320
Sep 2 - Sep 3
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Interior

4. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (250 reviews)
"Wonderful!!"
United States
Huynh
$129 nightly
The price is $144
Aug 20 - Aug 21
Total with taxes and fees
Residences at Solomon Pond
Dining

5. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
$210 nightly
The price is $235
Sep 1 - Sep 2
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Coffee/tea maker, fridge, microwave, stovetop

6. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (13 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$399 nightly
The price is $446
Aug 28 - Aug 29
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
Terrace/patio

7. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,251 reviews)
"The hotel was conveniently located with lots of good dining options nearby. The room was very clean, quiet and comfortable ."
United States
CHRISTINE
$179 nightly
The price is $200
Aug 20 - Aug 21
Total with taxes and fees
Crescent Suites Hotel
2 bedrooms, iron/ironing board, WiFi

8. Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (13 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
$239 nightly
The price is $267
Aug 23 - Aug 24
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Premium Apartment | Living area | 24-inch Smart TV with digital channels

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (37 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$274 nightly
The price is $315
Aug 19 - Aug 20
Total with taxes and fees
The Chester Hotel
1 bedroom, internet, bed sheets

10. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (1 review)
$100 nightly
The price is $115
Aug 23 - Aug 24
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
Exterior

11. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (9 reviews)
"It was a great stay!"
United States
Adina S.
$223 nightly
The price is $288
Aug 19 - Aug 20
Total with taxes and fees
Light-filled Studio | Back Bay
Exterior

12. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (34 reviews)
"Friendly hosts"
United States
Jan
$225 nightly
The price is $247
Aug 24 - Aug 25
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Exterior

13. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (200 reviews)
"Great location, really cool place!"
United States
lane
$246 nightly
The price is $283
Aug 19 - Aug 20
Total with taxes and fees
Maverick Suites at 245 Newbury St
TV

14. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (4 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$246 nightly
The price is $282
Aug 23 - Aug 24
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
Studio | Iron/ironing board, WiFi (free)

15. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (15 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
$295 nightly
The price is $339
Aug 20 - Aug 21
Total with taxes and fees
The Concord Hotel
Front of property

16. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (406 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
$236 nightly
The price is $271
Aug 19 - Aug 20
Total with taxes and fees
Maverick Suites at 28 Fenway
Exterior

17. Petit Studio in Back Bay

Petit Studio in Back Bay
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great location, it had everything that was needed, nice to have a small kitchen."
United States
Janice S.
$223 nightly
The price is $288
Aug 21 - Aug 22
Total with taxes and fees
Petit Studio in Back Bay
Exterior

18. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
$253 nightly
The price is $326
Sep 7 - Sep 8
Total with taxes and fees
Stellar South End Studio
Dining

19. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
$245 nightly
The price is $260
Sep 7 - Sep 8
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
Exterior

20. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
$180 nightly
The price is $190
Aug 24 - Aug 25
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

10/10 Excellent
"Great location near newbury and the prudential center. Hotel was modern, clean and friendly. Would return!"
Daniel 2-night trip
Posted 2 hours ago
The Colonnade Hotel Back Bay

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, you can find vacation rentals near top local attractions in Ashland, or you can go with a more secluded option if you're looking for relaxation. Ashland is known for its shopping and restaurants. Make sure you have time to check out the lake views while you're in the area.

What are some of the best vacation rentals that Ashland has to offer?

Boston's Best Vacation Home : Visitors like this Ashland vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Ashland?

Expedia has 3 vacation rentals for your stay in Ashland.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Fun and Games Family Entertainment Center, or get outside and enjoy nature at Cochituate State Park. Other places in town to visit include Hopkinton State Park and Ashland State Park.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can reserve for a couple days or more in Ashland. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.